1 / 36

Waterfront Hot Tub Retreat w Kayaks | Kayak Point

House in Southold, NY

8 guests·4 bedrooms·2 bathrooms
4.9 · 11 reviews

Why you'll love this stay

Outdoor Living

Outdoor Living

Private waterfront setting with hot tub and kayaks for easy backyard adventures.

Location & Accessibility

Location & Accessibility

Steps from tranquil inlet and nearby North Fork wineries.

Value & Savings

Value & Savings

Guests save an average of 28% when booking this stay vs. Airbnb and Vrbo.

Property details

Waterfront home on Southold's Long Creek and Hashamomuck Pond, with a private hot tub overlooking the water and kayaks for direct launch from the backyard. Set among tall oaks along a quiet inlet, this 4-bedroom, 2-bath home keeps the outdoor amenities and the privacy front and center. Mornings on the water, evenings in the hot tub. Quiet hours: 22:00 to 08:00. Pets: Not allowed. Smoking: Not allowed. Events: Not allowed. Suitable for: children and infants. Additional rules: - We require the main renter to be atleast 25 years of age to book with us. Inside, enjoy light-filled living spaces full of charm and character, including a window-wrapped dining room, a curated bookshelf for quiet moments, and a soft, neutral color palette that mirrors the calming natural surroundings. Each bedroom is thoughtfully styled for comfort and serenity, inviting you to rest easy after a day of exploring or paddling. Outdoor highlights include a waterfront hot tub, kayaks and paddleboards for guest use, hammocks, and a large deck for dining and lounging all overlooking the water. Sleeping Arrangements: - Primary Bedroom: 1 Queen Bed - Bedroom 2: 1 Queen Bed - Bedroom 3: 1 Queen Bed - Bedroom 4: Full-size daybed with pull-out trundle (best for kids or flexible sleeping) - Living Room : 1 Queen Sofa Bed Step outside to your private waterfront sanctuary. The expansive viewing deck offers sweeping views of the inlet—perfect for morning coffee, outdoor meals, or evening cocktails under the stars. A bubbling hot tub awaits for relaxation with a view, whether you're soaking in the sunrise or winding down after a beach day. The backyard is designed for connection and play, hammocks swinging in the trees, and a large grassy area leading down to the water. For adventure seekers, kayaks and paddleboards are available for guest use—launch directly from the backyard and explore the peaceful waterway at your leisure. From the lantern-lined driveway to the stacked kayaks, every detail is crafted to help you unplug and embrace the rhythms of waterfront living. Whether dining al fresco, lounging in the hot tub, or curled up with a book in the hammock, this home invites you to slow down, savor the moment, and reconnect with nature. Whether you're seeking a weekend retreat or a longer stay, this North Fork gem offers the perfect setting to relax, recharge, and enjoy the beauty of the water. Seasonal Availability of Outdoor Amenities Please note that all outdoor amenities, including kayaks, stand-up paddleboards, patio furniture, grills, and other exterior equipment, are typically stored away between Columbus Day and Memorial Day. If you have specific questions regarding these amenities, feel free to reach out to us for more information. If you are looking for multiple homes that are close by for additional family and/or friends please inquire! We have many other beach homes within close proximity. IMPORTANT NOTES: - The primary renter must be at least 25 years old. - No pets allowed - For stays of 21 days or more, utility expenses, including electricity and gas/oil charges, will be calculated based on the actual duration of the guest's stay upon receipt of the utility bills from the Owner. - For reservations of 29 nights or more, a refundable deposit will be collected prior to arrival. Our Team will reach out for further details upon booking. Guests have full private access to the home, deck, yard, hot tub, and waterfront area. NEARBY ATTRACTIONS: As avid outdoor lovers, we highly recommend exploring the area! Below are a few of our favorite attractions and the distance from the property: - The Old Field Vineyards (2.5 miles) - Croteaux Vineyards (3.0 miles) - Arshamomaque Pond Preserve (3.5 miles) - Lavender by the Bay (4.0 miles) - Southold Historical Museum (4.5 miles) . . Guest Insurance Please note, as a part of booking we secure insurance for your stay and will require you to sign a Guest Rental Agreement.. Our Company Luxury Beach Getaway has been proudly offering a curated selection of vacation home rentals in the Hamptons and North Shore since 2008, and we look forward to hosting your wonderful stay. Thank You, Debbie & Scott

Sleeping arrangements

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

2 Double Beds

Livingroom

1 Sofa Bed

What’s included

  • Parking

    Parking

  • Hot tub

    Hot tub

  • Air conditioning

    Air conditioning

  • Heating

    Heating

  • Fireplace

    Fireplace

  • Kitchen

    Kitchen

  • Wi-Fi

    Wi-Fi

  • Balcony

    Balcony

Guest reviews

Star icon 4.9 | 11 reviews
5
4
3
2
1
C

Caitlin

Star Icon 0 0Star Icon 0 1Star Icon 0 2Star Icon 0 3Star Icon 0 4

September 2026

Great spot - 20 min walk or 4 min drive into southold town and easy 10 minutes to greenport. House was extremely well equipped with seasonings, Tupperware etc to help your stay. Great AC and lots of bedding/towels etc.

A

Alison

Star Icon 1 0Star Icon 1 1Star Icon 1 2Star Icon 1 3Star Icon 1 4

August 2026

Perfect choice for a family of four adults' short summer vacation on the North Fork in a quiet neighbourhood of private residences and direct access to Long Creek where we even observed a bald eagle. Wineries, Greenport and delightful restaurants only short car rides away. The house is very well equipped (e.g., generous supply of towels) and the outdoor space and equipment well maintained, the absolute luxury being the hot tub. Although we were a little surprised to find that the area leading down to the creek was covered in woodchips rather than grass. Back in the bustle of New York, we will miss our newly found friends of wild turkeys wandering around the neighbourhood.

L

Lara

Star Icon 2 0Star Icon 2 1Star Icon 2 2Star Icon 2 3Star Icon 2 4

August 2026

Our family had the most perfect week here. The house was very comfortable for the three generations of our family vacation, well designed for comfort, space, and relaxation, while also in a very peaceful and picturesque location. We really enjoyed the area and felt everything was close and accessible while being in a private location. We plan to come back soon!

D

Doris

Star Icon 3 0Star Icon 3 1Star Icon 3 2Star Icon 3 3Star Icon 3 4

June 2026

House was on a nice quiet block and backs into an inlet. Calm and nice for kayaking and fishing. Host was responsive. However, I would note that I was disappointed when I showed up to the house and realized that the third bathroom and the washer and dryer were not available. The posting clearly indicated that the house had 3 bathrooms and wash/dryer amenity. When I asked the host about it, she then shared that they would not be available to us due to some renovations happening in the house. In addition, there were parts of the driveway into the backyard that were also under construction with a pallet of bricks blocking part of the back driveway, so there was dirt and it was not fully convenient to walk back and forth from the driveway to the backyard. None of this was disclosed to me at the time of booking or prior to check in. The host apologized but made no concessions to credit us for the lack of 3rd bathroom and washer/dryer.

Know before you go

House rules

Check-in: 4:00pm

Checkout: 11:00am

No pets allowed

Min. age to rent: 25

No smoking

No parties

Have a question about this property?

Site Footer

Get deals directly in your inbox:

© 2026 Whimstay, Inc. All Rights Reserved. “SEIZE THE STAY” and “WHIMSTAY” are registered trademarks of Whimstay, Inc. and the W Logo is a trademark of Whimstay, Inc.